1149643-87-7

Upstream product

• 13407-52-8 2-naphthalenesulphonyl azide 
• 536-74-3 phenylacetylene 

Downstream Products

• 1209494-86-9 C₁₈H₁₃N₃O₂S 
• 1616973-02-4 3-butyl-1-(naphthalen-2-ylsulfonyl)-4-phenyl-1H-pyrrol-2(5H)-one 
• 874812-79-0 Naphthalene-2-sulfonic acid (2-oxo-2-phenyl-ethyl)-amide 
• 1149643-68-4 C₂₈H₃₁NO₂S 

Relevant academic research and scientific papers

Rhodium(II)-Catalyzed [4+3] Cyclization of Triazoles with Indole Derivatives and Its Application in the Total Synthesis of (±)-Aurantioclavine

An efficient rhodium(II)-catalyzed [4+3] cyclization reaction of 1-sulfonyl-1,2-3-triazoles and indoles was developed. Azepino[5,4,3- cd]indoles, which are widely distributed in ergot alkaloids with various biological activities, could be obtained in good

Metal-free synthesis of imidazole by BF3·Et2O promoted denitrogenative transannulation of N-sulfonyl-1,2,3-triazole

BF3·Et2O promoted metal-free denitrogenative transannulation of N-sulfonyl-1,2,3-triazole was reported. Rather than transition metals, BF3·Et2O was employed for the first time to promote the formation of α-diazoimines from N-sulfonyl-1,2,3-triazoles in nitriles, leading to the synthesis of various imidazoles. The protocol tolerates a broad range of functional groups and could also be applied to the late-stage modification of bioactive molecules, demonstrating the potential of this protocol in organic synthesis. A plausible mechanism was proposed.

Synthesis of Multifunctionalized 2-Carbonylpyrrole by Rhodium-Catalyzed Transannulation of 1-Sulfonyl-1,2,3-triazole with β-Diketone

A facile rhodium-catalyzed transannulation of 1-sulfonyl-1,2,3-triazoles with β-diketones was realized, and a series of multisubstituted 2-carbonylpyrroles were synthesized efficiently (up to 94% yield). The protocol features several advantages, such as readily available materials, mild reaction conditions, a concise operating procedure, a broad reaction scope, and excellent regioselectivity when benzoylacetone derivatives were used.

Synthesis of 3-pyrrolin-2-ones by rhodium-catalyzed transannulation of 1-sulfonyl-1,2,3-triazole with ketene silyl acetal

α-Imino rhodium carbenoids generated from 1-sulfonyl 1,2,3-triazole were applied to the 3 + 2 cycloaddition with ketene silyl acetal, offering a novel and straightforward synthesis of biologically interesting compound 3-pyrrolin-2-one with broad substrate scope.

Synthesis of N -acylamidines via rhodium-catalyzed reaction of nitrosobenzene derivatives with N -sulfonyl-1,2,3-triazoles

α-Imino rhodium carbene, readily generated from N-sulfonyl-1,2,3-triazole, underwent cycloaddition and subsequent rearrangement with a nitrosobenzene derivative to afford N-acylamidine. The unprecedented C-C bond cleavage of α-imino carbene was facilitated by the weakness of the N-O bond.

Cu2O acting as a robust catalyst in CuAAC reactions: Water is the required medium

Cu2O as the catalyst in water was found to be quite robust for the azide-alkyne cycloaddition (AAC) reaction, which was verified by a wide variety of applicable azides and alkynes. Water was proved to play an essential role because of a significant rate acceleration compared with reactions using organic solvents and conducted under neat conditions. The high catalytic performance of Cu2O/H2O system was further argued by decreasing the catalyst loading to ppm levels. The Royal Society of Chemistry.